Nefazodone

CAS No:
83366-66-9 Category:
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Product Details:

  • CAS No: 83366-66-9
  • AHFC code:
  • Synonyms: Nefazodona [Spanish] Nefazodone Hcl Nefazodone Hydrochloride Nefazodonum [Latin]
  • ATC Code: N06AX06
  • Chemical Formula: C26H29N3O6
  • Molecular Weight: 470.007
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB01149 (APRD00402)
  • SMILES: CCC1=NN(CCCN2CCN(CC2)C2=CC(Cl)=CC=C2)C(=O)N1CCOC1=CC=CC=C1
  • InChl: VRBKIVRKKCLPHA-UHFFFAOYSA-N
  • PubChem: 4449
  • IUPAC: 1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one

Additional Details

Indication:
For the treatment of depression.
Pharmacodynamics:
Nefazodone, an antidepressant synthetically derived phenylpiperazine, is used to treat major depression. Although it is structurally similar to trazodone, nefazodone has a mechanism of action different from other antidepressants and, hence, lacks the risk for major cardiovascular toxicity seen with tricyclics and insomnia and inhibition of REM sleep seen with the selective serotonin reuptake inhibitors.
Mode of Action:
Within the serotonergic system, nefazodone acts as an antagonist at type _ serotonin (5-HT_) post-synaptic receptors and, like fluoxetine-type antidepressants, inhibits pre-synaptic serotonin (5-HT) reuptake. These mechanisms increase the amount of serotonin available to interact with 5-HT receptors. Within the noradrenergic system, nefazodone inhibits norepinephrine uptake minimally. Nefazodone also antagonizes alpha(1)-adrenergic receptors, producing sedation, muscle relaxation, and a variety of cardiovascular effects. Nefazodone's affinity for benzodiazepine, cholinergic, dopaminergic, histaminic, and beta or alpha(_)-adrenergic receptors is not significant.
Metabolism:
Hepatic.
Toxicity:
Cases of life-threatening hepatic failure have been reported in patients treated with nefazodone.
General Reference:
Davis R, Whittington R, Bryson HM: Nefazodone. A review of its pharmacology and clinical efficacy in the management of major depression. Drugs. 1997 Apr;53(4):608-36. Pubmed
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